193905-31-6

Basic information

• Product Name: 7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-isopropoxy-7H-purin-2-amine
• CAS NO: 193905-31-6
• Molecular Weight: 545.595
• Mol File: 193905-31-6.mol

Chemical Properties

• CAS DataBase Reference: 7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-isopropoxy-7H-purin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-isopropoxy-7H-purin-2-amine(193905-31-6)
• EPA Substance Registry System: 7-[2-deoxy-3,5-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-6-isopropoxy-7H-purin-2-amine(193905-31-6)

Safety Data

• Hazardous Substances Data: 193905-31-6(Hazardous Substances Data)

Upstream product

• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 55146-05-9 2-amino-6-[(isopropyl)oxy]purine 

Relevant articles and documents

98. Studies on the Base-Pairing Properties of N7-(2-Deoxy-β-D-erythro-pentofuranosyl)guanine (N7Gd)

The base-pairing properties of N7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (N7Gd; 1) are investigated. The nucleoside 1 was obtained by nucleobase-anion glycosylation. The glycosylation reaction of various 6-alkoxypurin-2-amines 3a-i with 2-deoxy-3,5-di-O-(4-toluoyl)-α-D-erythro-pentofuranosyl chloride (8) was studied. The N9/N7-glycosylation ratio was found to be 1:1 when 6-isopropoxypurin-2-amine (3d) was used, whereas 6-(2-melhoxyethoxy)purin-2-amine (3i) gave mainly the N9-nucleoside (2:1). Oligonucleotides containing compound 1 were prepared by solid-phase synthesis and hybridized with complementary strands having the four conventional nucleosides located opposite to N7Gd. According to Tm values and enthalpy data of duplex formation, a base pair between N7Gd and dG is suggested. From the possible N7Gd · dG base pair motives, Hoogsteen pairing can be excluded as 7-deaza-2′-deoxyguanosine forms the same stable base pair with N7Gd as dG.